Windsor holiday rentals

We found 121 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Windsor to find one that's perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Windsor getaway

Learn about the unique charm of Windsor with a stay in a holiday home rental. This city is well-known for its shopping and restaurants. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Windsor

Are you looking for top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Windsor a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Augusta Country Club (14.7 mi / 23.7 km)
  • Samantha Smith (9.7 mi / 15.6 km)
  • Morse's Sauerkraut (12.3 mi / 19.8 km)
  • Natanis Golf Course (8.7 mi / 13.9 km)
  • Liberty Tool Company (14.7 mi / 23.7 km)
  • Savage Oakes Vineyard and Winery (17 mi / 27.4 km)

Exploring the natural features in Windsor

Whether you're an adventurous traveller or just want to take in the scenery, Windsor is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Capitol Park (9.8 mi / 15.8 km)
  • Damariscotta Lake (10.6 mi / 17 km)
  • St George Lake (13 mi / 20.9 km)
  • Kennebec River (16.8 mi / 27.1 km)
  • Cobbosseecontee Lake (18.4 mi / 29.6 km)
  • Belgrade Lakes Chain (19 mi / 30.5 km)

Travelling to and around Windsor

The nearest airport is in Augusta, ME (AUG-Augusta State), located 10.5 mi (16.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Waterville, ME (WVL-Robert Lafleur), which is 16.2 mi (26 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Windsor?
Houses are the most popular type of holiday home in Windsor, according to our data. Even if you’ve got something a little different in mind, Stayz has properties in loads of sizes and shapes. Look through our options to find your perfect Windsor pad.
How much does it cost to rent a holiday home in Windsor?
The average price for a holiday home in Windsor can vary depending on factors like season, length of stay and property type. Whether you prefer a sprawling villa with space for the whole family or a cosy cabin that’s perfect for two, just add your dates of travel to discover stays with exceptional value.
How much does it cost to rent a beach house in Windsor?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Put in your Windsor travel dates to view your options on Stayz. Can’t live without a hot tub, or maybe a private pool? Use the filters to select the features and amenities you want in your beach house.
What are popular home amenities in Windsor?
A barbecue grill is among the more popular amenities guests search for in Windsor. Whatever type of holiday home you’re considering, they all have features that’ll make your stay more comfortable and convenient.
What are the top attractions for families in Windsor?
You’ll find loads of fabulous things to do and see with the family in Windsor, such as:

  • Viles Arboretum
  • Pine Tree State Arboretum
  • Natanis Golf Course

How old do you have to be to rent a holiday home in Windsor?
You should check with the Windsor holiday home you’re considering on Stayz as the age limit varies. However, it’s normally 16, 18 or 21.
How long can I rent a holiday home in Windsor for?
The amount of time you can book a Windsor holiday home for depends on each property. Simply tap in your travel dates to see available options offering longer term stays. They have everything you need to make your extended holiday more comfortable like kitchens and air conditioning. Some Stayz holiday properties may also offer weekly or monthly discounts, so you can stay even longer for less.

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